Tetrahedron

Copper (0)-induced aminocyclopropanation of olefins via deselenation of N, N-disubstituted aromatic selenoamides

T Mitamura, A Nomoto, M Sonoda, A Ogawa

Index: Mitamura, Takenori; Nomoto, Akihiro; Sonoda, Motohiro; Ogawa, Akiya Tetrahedron, 2008 , vol. 64, # 42 p. 9983 - 9988

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Citation Number: 5

Abstract

Upon heating of a mixture of N, N-disubstituted aromatic selenoamides and several electron- deficient olefins in the presence of copper (0) powder, a novel deselenative cyclopropanation takes place to afford the corresponding aminocyclopropanes in good yields. When acrylonitrile is employed as an electron-deficient olefin, the aminocyclopentanation occurs in preference to the aminocyclopropanation by prolonging ...